EP1877142B1 - Kosmetische färbezusammensetzung mit wasserabweisendem farbstoff und einem propylenglykolderivat - Google Patents

Kosmetische färbezusammensetzung mit wasserabweisendem farbstoff und einem propylenglykolderivat Download PDF

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EP1877142B1
EP1877142B1 EP06755459A EP06755459A EP1877142B1 EP 1877142 B1 EP1877142 B1 EP 1877142B1 EP 06755459 A EP06755459 A EP 06755459A EP 06755459 A EP06755459 A EP 06755459A EP 1877142 B1 EP1877142 B1 EP 1877142B1
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Prior art keywords
composition
composition according
propylene glycol
dye
direct dyes
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EP06755459A
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French (fr)
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EP1877142A2 (de
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Maxime De Boni
Alain Lagrange
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LOreal SA
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LOreal SA
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • A61K8/375Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/418Amines containing nitro groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4913Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
    • A61K8/492Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid having condensed rings, e.g. indol
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4926Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4986Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with sulfur as the only hetero atom
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/10Preparations for permanently dyeing the hair

Definitions

  • the subject of the invention is a coloring composition
  • a coloring composition comprising in a suitable medium a particular hydrophobic dye and one or more particular propylene glycol derivatives.
  • the subject of the invention is also the use of this composition for dyeing keratinous fibers as well as the dyeing process using this composition.
  • dyeing compositions containing direct dyes.
  • the standard dyes which are used are in particular nitrobenzene, anthraquinone, nitropyridine, azo, azo, xanthene, acridine, azine, triarylmethane or natural dyes. These dyes may be nonionic, anionic, cationic or amphoteric.
  • These dyes which are colored and coloring molecules having an affinity for keratinous fibers, are applied for the time necessary to obtain the desired coloration, and then rinsed.
  • the resulting dyes are particularly chromatic colorations which are however temporary or semi-permanent because the nature of the interactions which bind the direct dyes to the keratinous fiber, and their desorption of the surface and / or the core of the fiber are responsible for their low dyeing power and their poor resistance to washes or perspiration.
  • This staining technique consists in applying to the keratinous fibers a composition containing dye precursors such as oxidation bases and couplers. These precursors under the action of an oxidizing agent will form in the hair one or more colored species.
  • FR 1 269 591 discloses improved hair dyeing compositions treating hair in one step and capable of producing a wide variety of hues, with pronounced shades and resistant to light and shampoo (toughness).
  • the dyes used are basic dyes, for example the orange solvent 15.
  • the compositions mentioned in FR 1 296 591 water-soluble alcohols or ethers, and in particular monoethyl-, monomethyl- and monobuthyl ethers of ethylene glycol, are present as solvents in aqueous medium.
  • a cosmetic coloring composition comprising in a suitable cosmetic coloring medium, at least one hydrophobic direct dye whose logP is greater than 2, the appropriate medium containing at least 40% of water by weight relative to the total weight of the dye composition, and at least one propylene glycol derivative of formula (I) below R 1 (OC 3 H 6 ) n OR 2 in which R 1 represents hydrogen, a C 1 -C 6 alkyl radical or C 2 -C 6 acyl radical, R 2 represents a C 1 -C 6 alkyl or C 6 -C 30 aryl radical and n 1 and 6 inclusive, the OC 3 H 6 pattern being linear or branched.
  • composition of the invention makes it possible to obtain varied shades and intense colorations.
  • coloration obtained makes it possible to reach or exceed the tenacity of the oxidation dye.
  • the coloration obtained is very resistant to external agents, especially repeated washing.
  • the subject of the invention is also the use, for the coloration of the keratin fibers, of a composition
  • a composition comprising, in a suitable cosmetic coloring medium, at least one hydrophobic direct dye whose logP is greater than 2, the appropriate medium containing the water, and at least one propylene glycol derivative of formula (I) below: R 1 (OC 3 H 6 ) n OR 2 (I) in which R 1 represents hydrogen, a C 1 -C 6 alkyl radical or C 2 -C 6 acyl radical, R 2 represents a C 1 -C 6 alkyl or C 6 -C 30 aryl radical and n 1 to 6, the OC 3 H 6 pattern may be linear or branched.
  • the value of logP conventionally represents the coefficient of partition of the dye between octanol and water.
  • the value of logP can be calculated according to the method described in the article of Meylan and Howard "Atom / Fragment method contribution for estimating octanol-water partition coefficient", J. Pharm. Sci. 84: 83-92, 1995 ..
  • This value can also be calculated from many commercially available software that determines the value of logP based on the structure of a molecule. By way of example, mention may be made of the Epiwin software from the United States Environmental Agency.
  • the direct dyes that can be used in the composition of the invention are hydrophobic dyes known in the art which have a log P of greater than 2.
  • a logP of the dye useful in the composition of the invention is greater than 4.
  • the direct dye (s) having a log P greater than 2 may be present in the composition in amounts of from 0.001 to 10% by weight of the total weight of the composition.
  • alkyl radical is intended to mean linear or branched radicals such as the methyl, ethyl, propyl, isopropyl, isobutyl, tert-butyl, pentyl and hexyl radicals.
  • aryl radical there may be mentioned phenyl radicals, benzylz, etc.
  • the unit OC 3 H 6 represents for example OCH 2 CH 2 CH 2, OCH 2 CH (CH 3) or OCH (CH 3) CH 2.
  • propylene glycol derivatives of formula (I) mention may be made of the following propylene glycols: Dipropylene glycol methyl ether (Dowanol DPM) CH 3 O (C 3 H 6 O) 2 H Tripropylene Glycol Methyl Ether (Dowanol TPM) CH 3 O (C 3 H 6) 3 H Propylene glycol methyl ether acetate (Dowanol PMA) CH 3 OC 3 H 6 OCOCH 3 Dipropylene glycol methyl ether acetate (Dowanol DPMA) CH 3 O (C 3 H 6 O) 2 COCH 3 Propylene glycol n-propyl ether (Dowanol PnP) C 3 H 7 OCH 2 CH (CH 3 ) OH Propylene glycol n-butyl ether (Dowanol PnB) C 4 H 9 OCH 2 CH (CH 3 ) OH Propylene glycol phenyl ether (Dowanol PPh) C 6 H 5
  • the propylene glycol derivative of formula (I) is such that n varies from 1 to 4 and R 1 represents a C 1 -C 6 , preferably C 1 -C 4, alkyl radical.
  • R 1 represents hydrogen then n is greater than 1 and if n is equal to 1, then R2 represents a C2-C6 alkyl radical.
  • the composition of the invention generally comprises a quantity of propylene glycol derivatives of formula (I) of between 0.1 and 40% by weight of the total weight of the composition, preferably between 0.5 and 30%, more preferably still 1 to 20%.
  • the medium suitable for dyeing keratinous fibers comprises at least 70% water by weight relative to the total weight of the dyeing composition.
  • the coloring medium may for example consist solely of water or a mixture of water and at least one organic solvent other than the propylene glycol derivative of formula (I).
  • organic solvent there may be mentioned for example lower C 1 -C 4 alkanols, such as ethanol and isopropanol; polyols and polyol ethers such as 2-butoxyethanol, diethylene glycol monoethyl ether and monomethyl ether, as well as aromatic alcohols such as benzyl alcohol or phenoxyethanol, and mixtures thereof.
  • the staining medium is a suitable cosmetic medium.
  • the total amount of solvent including the propylene glycol derivative (s) of formula (I) may vary between approximately 0.1 and 80% by weight relative to the total weight of the composition, preferably between 0.5 and 50% by weight. approximately, more preferably between 1 and 30% by weight.
  • the dye composition according to the invention may further contain direct dyes different from the direct dyes useful in the present invention.
  • additional direct dyes are, for example, neutral, benzene neutral, acidic or cationic direct dyes, neutral azo direct dyes, acid dyes or cationic dyes, direct quinone dyes and in particular neutral, acidic or cationic anthraquinone dyes, direct azine dyes, direct dyes triarylmethanics, direct indoamine dyes and natural direct dyes.
  • azo direct dyes mention may be made of the cationic azo dyes described in the patent applications WO 95/15144 , WO-95/01772 and EP-714954 , FR 2822696 , FR 2825702 , FR 2825625 , FR 2822698 , FR 2822693 , FR 2822694 , FR 2829926 , FR 2807650 , WO02 / 078660 , WO02 / 100834 , WO 021100369 , FR 2844269 . whose content is an integral part of the invention.
  • azine dyes mention may be made of the following compounds: Basic Blue 17, Basic Red 2.
  • direct dyes mention may also be made of natural direct dyes such as lawsone, juglone, carminic acid, kermesic acid, purpurogalline, protocatechaldehyde, spinulosin and apigenidine. It is also possible to use the extracts or decoctions containing these natural dyes, and in particular poultices or extracts made from henna.
  • the composition may contain up to 20% of direct dyes.
  • the composition of the invention comprises a total amount of direct dyes of between 0.001 to 15% by weight approximately.
  • composition of the present invention may further contain oxidation bases and couplers conventionally used for oxidation dyeing.
  • para-phenylenediamines bis-phenylalkylenediamines, para-aminophenols, ortho-aminophenols, heterocyclic bases and their addition salts.
  • the couplers are, for example, meta-phenylenediamine couplers, meta-aminophenol couplers, meta-diphenol couplers, naphthalenic couplers, heterocyclic couplers and their addition salts.
  • the bases and the couplers are each generally present in an amount of between 0.001 and 10% by weight of the total weight of the dyeing composition, preferably between 0.005 and 6%.
  • the dyeing composition in accordance with the invention may also contain various adjuvants conventionally used in compositions for dyeing hair, such as anionic, cationic, nonionic, amphoteric or zwitterionic surfactants, or mixtures thereof, anionic polymers, cationic, nonionic, amphoteric, zwitterionic or their mixtures, inorganic or organic thickeners, and in particular anionic, cationic, nonionic and amphoteric polymeric associative thickeners, antioxidants, penetrating agents, sequestering agents, perfumes, buffers, dispersing agents, conditioning agents such as, for example, volatile or non-volatile silicones, modified or unmodified, film-forming agents, ceramides, preserving agents, opacifying agents.
  • adjuvants conventionally used in compositions for dyeing hair such as anionic, cationic, nonionic, amphoteric or zwitterionic surfactants, or mixtures thereof, anionic polymers, cationic, noni
  • the coloring medium is a cosmetic medium.
  • the pH of the dye composition according to the invention is generally between 2 and 12 approximately, and preferably less than 7.
  • acidifying agents mention may be made, by way of example, of mineral or organic acids such as hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids such as acetic acid, tartaric acid, citric acid, lactic acid, sulphonic acids.
  • mineral or organic acids such as hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids such as acetic acid, tartaric acid, citric acid, lactic acid, sulphonic acids.
  • alkalinizing agents mention may be made, for example, of ammonia, alkaline carbonates, alkanolamines such as mono-, di- and triethanolamines and their derivatives, sodium or potassium hydroxides and compounds of formula (III) below: wherein W is a propylene residue optionally substituted by a hydroxyl group or a C 1 -C 4 alkyl radical; R 6, R 7, R 8 and R 9, identical or different, represent a hydrogen atom, an alkyl radical in C 1 -C 4 hydroxyalkyl or C 1 -C 4.
  • the subject of the invention is also a dyeing method which consists in applying to the keratin fibers a coloring composition as defined above for a time sufficient to obtain the desired coloration.
  • the exposure time is generally between about 1 to 60 minutes, preferably about 10 to 60 minutes. After the exposure time, the keratinous fibers are rinsed, revealing colored fibers.
  • composition of the invention may further comprise an oxidizing agent.
  • this oxidizing agent makes it possible to obtain a lightening coloration, that is to say a discoloration and simultaneous coloration of the hair.
  • the oxidizing agents conventionally used for the oxidation dyeing of keratin fibers are, for example, hydrogen peroxide, urea peroxide, alkali metal bromates, persalts such as perborates and persulfates, peracids and oxidase enzymes. among which there may be mentioned peroxidases, 2-electron oxidoreductases such as uricases and 4-electron oxygenases such as laccases. Hydrogen peroxide is particularly preferred.
  • the oxidizing agent can be added to the composition of the invention just at the time of use or it can be used from an oxidizing composition containing it, this composition being applied simultaneously or sequentially to the composition of the composition. 'invention.
  • the oxidizing composition may also contain various adjuvants conventionally used in compositions for dyeing hair and as defined above.
  • the pH of the oxidizing composition containing the oxidizing agent is such that, after mixing with the dyeing composition, the pH of the resulting composition applied to the keratinous fibers preferably varies between 3 and 12 approximately, and even more preferably between 5 and 11. It can be adjusted to the desired value by means of acidifying or basifying agents usually used for dyeing keratinous fibers and as defined above.
  • composition which is finally applied to the keratin fibers may be in various forms, such as in the form of liquids, creams, gels or in any other form suitable for dyeing keratinous fibers, and especially human hair.
  • the coloring process may be carried out at room temperature or at higher temperatures, for example by using a hair dryer, a drying helmet, a straightening iron, etc.
  • the temperature is between room temperature and 200 ° C., preferably between room temperature and 60 ° C.
  • the composition is applied to a strand of natural hair containing 90% of white hair and a strand of permed hair containing 90% of white hair. After 30 minutes at room temperature, the locks are rinsed and dried. The hair is then colored red.
  • composition has been prepared: ethanol 10% tripropylene glycol methyl ether 10% benzoic acid 2% Disperse Red 13 0.3% water QSP 100
  • the composition is applied to a strand of natural hair containing 90% of white hair and a strand of permed hair containing 90% of white hair. After 30 minutes at room temperature, the locks are rinsed and dried. The locks are then colored red.

Claims (21)

  1. Kosmetische Färbezusammensetzung, die in einem geeigneten kosmetischen Färbemedium mindestens einen hydrophoben Direktfarbstoff mit einem logP-Wert von mehr als 2 umfaßt, wobei das geeignete Medium mindestens 40 Gew.-% Wasser, bezogen auf das Gesamtgewicht der Färbezusammensetzung, und mindestens ein Propylenglykolderivat der folgenden Formel (I) :

            R1(OC3H6)nOR2     (I)

    worin R1 für Wasserstoff, einen C1-C6-Alkyl- oder C2-C6-Acylrest steht, R2 für einen C1-C6-Alkyl oder C6-C30-Arylrest steht und n im Bereich von 1 bis 6 liegt, wobei die OC3H6-Einheit linear oder verzweigt sein kann, enthält.
  2. Zusammensetzung nach Anspruch 1, in der mindestens einer der hydrophoben Direktfarbstoffe einen logP-Wert von mehr als 4 aufweist.
  3. Zusammensetzung nach Anspruch 1 oder 2, in der der hydrophobe Farbstoff unter Farbstoff Chemische Struktur logP Disperse Red 13
    Figure imgb0035
    5,22
    Disperse Green 9
    Figure imgb0036
    4,23
    Solvent Black 3
    Figure imgb0037
    7,50
    Disperse Blue 148
    Figure imgb0038
    4,81
    Disperse Violet 63
    Figure imgb0039
    5,30
    Disperse Blue 60
    Figure imgb0040
    3,38
    Disperse Blue 14
    Figure imgb0041
    4,25
    Solvent Orange 15
    Figure imgb0042
    3, 90
    Solvent Orange 7
    Figure imgb0043
    4,40
    Solvent Blue 14
    Figure imgb0044
    8,18
    Disperse Yellow 82
    Figure imgb0045
    3, 68
    ausgewählt ist.
  4. Zusammensetzung nach einem der Ansprüche 1 bis 3, in der der bzw. die hydrophoben Direktfarbstoffe mit einem logP-Wert von mehr als 2 in einer Menge zwischen ungefähr 0,001 und 10 Gew.-% des Gesamtgewichts der Zusammensetzung vorliegen.
  5. Zusammensetzung nach einem der vorhergehenden Ansprüche 1 bis 4, in der das Propylenglykolderivat der Formel (I) so beschaffen ist, daß n zwischen 1 und 4 einschließlich liegt und R1 für einen C1-C6-Alkylrest, vorzugsweise C1-C4-Alkylrest, steht.
  6. Zusammensetzung nach Anspruch 1 bis 4, in der dann, wenn R1 für Wasserstoff steht, n größer 1 ist und dann, wenn n gleich 1 ist, R2 ein C2-C6-Alkylrest ist.
  7. Zusammensetzung nach einem der vorhergehenden Ansprüche, in der die Menge des Propylenglykolderivats zwischen 0,1 und 40 Gew.-% des Gesamtgewichts der Zusammensetzung, vorzugsweise zwischen 0,5 und 30 Gew.-%, weiter bevorzugt zwischen 1 und 20 Gew.-%, liegt.
  8. Zusammensetzung nach einem der vorhergehenden Ansprüche, in der das Propylenglykolderivat unter Dipropylenglykolmethylether (Dowanol DPM) CH3O(C3H6O)2H Tripropylenglykolmethylether (Dowanol TPM) CH3O(C3H6O)3H Propylenglykolmethyletheracetat (Dowanol PMA) CH3OC3H6OCOCH3 Dipropylenglykolmethyletheracetat (Dowanol DPMA) CH3O(C3H6O)2COCH3 Propylenglykol-n-propylether (Dowanol PnP) C3H7OCH2CH (CH3)OH Propylenglykol-n-butylether (Dowanol PnB) C4H9OCH2CH (CH3)OH Propyleneglykolphenylether (Dowanol PPh) C6H5OC3H6OH
    ausgewählt ist.
  9. Zusammensetzung nach einem der Ansprüche 1 bis 8, in der das zum Färben von Keratinfasern geeignete Medium mindestens 70% umfaßt.
  10. Zusammensetzung nach einem der Ansprüche, die ein oder mehrere zusätzliche Direktfarbstoffe umfaßt, die unter neutralen, sauren oder kationischen Nitrobenzol-Direktfarbstoffen, neutralen, sauren oder kationischen Azo-Direktfarbstoffen, neutralen, sauren oder kationischen Chinon- und insbesondere Anthrachinon-Direktfarbstoffen, Azin-Direktfarbstoffen, Triarylmethan-Direktfarbstoffen, Indoamin-Direktfarbstoffen und natürlichen Direktfarbstoffen ausgewählt sind.
  11. Zusammensetzung nach einem der vorhergehenden Ansprüche, die eine Oxidationsbase umfaßt, die unter para-Phenylendiaminen, Bis(phenyl)alkylen-diaminen, para-Aminophenolen, ortho-Aminophenolen, heterocyclischen Basen und Additionssalzen davon ausgewählt ist.
  12. Zusammensetzung nach einem der vorhergehenden Ansprüche, die einen Kuppler umfaßt, der unter meta-Phenylendiaminen, meta-Aminophenolen, meta-Diphenolen, Naphthalin-Kupplern, heterocyclischen Kupplern und Additionssalzen davon ausgewählt ist.
  13. Zusammensetzung nach Anspruch 11, in der die Menge jeder der Oxidationsbasen zwischen ungefähr 0,001 und 10 Gew.-% des Gesamtgewichts der Färbezusammensetzung liegt.
  14. Zusammensetzung nach Anspruch 12, in der die Menge jedes der Kuppler zwischen ungefähr 0,001 und 10 Gew.-% des Gesamtgewichts der Färbezusammensetzung liegt.
  15. Zusammensetzung nach einem der Ansprüche 1 bis 14, die einen oder mehrere Hilfsstoffe umfaßt, die unter anionischen, kationischen, nichtionischen, amphoteren oder zwitterionischen Tensiden oder Mischungen davon, anionischen, kationischen, nichtionischen, amphoteren oder zwitterionischen Polymeren oder Mischungen davon, anorganischen oder organischen Verdickungsmitteln, anionischen, kationischen, nichtionischen und amphoteren polymeren Assoziativverdickern, Antioxidantien, Penetriermitteln, Sequestriermitteln, Parfümen, Puffern, Dispergiermitteln, Konditionierungsmitteln, Filmbildnern, Ceramiden, Konservierungsmitteln und Trübungsmitteln ausgewählt sind.
  16. Zusammensetzung nach Anspruch 15, in der die Menge der Hilfsstoffe jeweils zwischen 0,01 und 20 Gew.-%, bezogen auf das Gewicht der Zusammensetzung, liegt.
  17. Zusammensetzung nach einem der vorhergehenden Ansprüche, die außerdem ein Oxidationsmittel umfaßt.
  18. Verfahren zum Färben von Keratinfasern, bei dem man auf diese Fasern eine Zusammensetzung gemäß einem der Ansprüche 1 bis 17 über einen zur Erzielung der gewünschten Färbung ausreichenden Zeitraum aufbringt und danach spült.
  19. Verwendung einer Zusammensetzung, die in einem geeigneten kosmetischen Färbemedium mindestens einen hydrophoben Direktfarbstoff mit einem logP-Wert von mehr als 2 umfaßt, wobei das geeignete Medium Wasser und mindestens ein Propylenglykolderivat der folgenden Formel (I):

            R1(OC3H6)nOR2     (I)

    worin R1 für Wasserstoff, einen C1-C6-Alkyl- oder C2-C6-Acylrest steht, R2 für einen C1-C6-Alkyl oder C6-C30-Arylrest steht und n im Bereich von 1 bis 6 liegt, wobei die OC3H6-Einheit linear oder verzweigt sein kann, enthält,
    zum Färben von Keratinfasern.
  20. Verwendung nach Anspruch 19 zur Erhöhung der Beständigkeit von Färbungen von Keratinfasern.
  21. Färbekit, das zum einen eine Zusammensetzung, die einen Farbstoff und ein Propylenglykolderivat der Formel (I) gemäß den Ansprüchen 1 bis 16 umfaßt, und zum anderen eine Zusammensetzung, die ein Oxidationsmittel enthält, umfaßt.
EP06755459A 2005-04-27 2006-04-27 Kosmetische färbezusammensetzung mit wasserabweisendem farbstoff und einem propylenglykolderivat Not-in-force EP1877142B1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR0551085A FR2885043B1 (fr) 2005-04-27 2005-04-27 Composition tinctoriale comprenant un colorant hydrophobe particulier et un derive de propylene glycol particulier
US67734805P 2005-05-04 2005-05-04
PCT/FR2006/000955 WO2006114530A2 (fr) 2005-04-27 2006-04-27 Composition tinctoriale cosmetique comprenant un colorant hydrophobe et un derive de propylene glycol

Publications (2)

Publication Number Publication Date
EP1877142A2 EP1877142A2 (de) 2008-01-16
EP1877142B1 true EP1877142B1 (de) 2011-05-25

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US (1) US20110138544A1 (de)
EP (1) EP1877142B1 (de)
AT (1) ATE510596T1 (de)
ES (1) ES2364671T3 (de)
FR (1) FR2885043B1 (de)
WO (1) WO2006114530A2 (de)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2901125B1 (fr) * 2006-05-22 2009-02-13 Oreal Preparation d'une formulation a partir d'un fluide sous pression, d'un agent cosmetique et d'un hydrotrope hydroxyle, procede de traitement la mettant en oeuvre
FR2954133B1 (fr) * 2009-12-18 2012-04-27 Oreal Composition contenant au moins un precurseur de coloration derive de benzofuranone et/ou de benzothiophenone
EP2468248A1 (de) * 2010-12-27 2012-06-27 KPSS-Kao Professional Salon Services GmbH Verwendung von Farbstoffen zum Färben von Keratinfasern und Zusammensetzungen mit den Farbstoffen

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1269591A (fr) * 1959-10-16 1961-08-18 Yamahatsu Sangyo Kaisha Perfectionnements aux teintures pour les cheveux
CH468188A (fr) * 1966-02-15 1969-02-15 Oreal Procédé de teinture décolorante pour cheveux et composition tinctoriale pour la mise en oeuvre dudit procédé
JPH0699285B2 (ja) * 1989-07-07 1994-12-07 花王株式会社 毛髪化粧料
JP2523419B2 (ja) * 1991-08-30 1996-08-07 花王株式会社 ケラチン質繊維処理剤組成物
JP4118563B2 (ja) * 1999-08-13 2008-07-16 ビーエーエスエフ ソシエタス・ヨーロピア 着色剤調製物
IL136185A (en) * 2000-05-16 2008-11-03 Yissum Res Dev Co Ink-jet ink compositions and a printing process based on oil-water microemulsion forming nanoparticles upon application on a surface
FR2812810B1 (fr) * 2000-08-11 2002-10-11 Oreal Composition pour la teinture d'oxydation des fibres keratiniques comprenant un polymere amphiphile cationique, un alcool gras oxyalkylene ou polyglycerole et un solvant hydroxyle
FR2862657B1 (fr) * 2003-11-21 2006-01-21 Imaje Sa Composition d'encre pour l'impression par jet continu devie notamment sur des lettres et objets postaux

Also Published As

Publication number Publication date
ATE510596T1 (de) 2011-06-15
US20110138544A1 (en) 2011-06-16
WO2006114530A2 (fr) 2006-11-02
WO2006114530A3 (fr) 2006-12-21
FR2885043A1 (fr) 2006-11-03
EP1877142A2 (de) 2008-01-16
FR2885043B1 (fr) 2008-09-12
ES2364671T3 (es) 2011-09-12

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